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(E)-1-(2,4-Dinitro­phen­yl)-2-pentyl­idenehydrazine

The title compound, C(11)H(14)N(4)O(4), is essentially planar with an r.m.s. deviation for the 19 non-H atoms of 0.152 Å. The conformation about the C=N bond is E, and the mol­ecule has a U-shape as the butyl group folds over towards the aromatic system. An intra­molecular C—H⋯N inter­action occurs....

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Autores principales: Neunfeldt, Patrícia D., Duval, Auri R., Cunico, Wilson, Wardell, Solange M. S. V., Tiekink, Edward R. T., Wardell, James L.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979683/
https://www.ncbi.nlm.nih.gov/pubmed/21579891
http://dx.doi.org/10.1107/S1600536810002102
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author Neunfeldt, Patrícia D.
Duval, Auri R.
Cunico, Wilson
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
Wardell, James L.
author_facet Neunfeldt, Patrícia D.
Duval, Auri R.
Cunico, Wilson
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
Wardell, James L.
author_sort Neunfeldt, Patrícia D.
collection PubMed
description The title compound, C(11)H(14)N(4)O(4), is essentially planar with an r.m.s. deviation for the 19 non-H atoms of 0.152 Å. The conformation about the C=N bond is E, and the mol­ecule has a U-shape as the butyl group folds over towards the aromatic system. An intra­molecular C—H⋯N inter­action occurs. The crystal packing is dominated by N—H⋯O hydrogen bonding and C—H⋯O contacts, leading to twisted zigzag supra­molecular chains along the c direction. The crystal packing brings two nitro O atoms into an unusually close proximity of 2.686 (4) Å. While the nature of this inter­action is not obvious, there are several precendents for such short nitro–nitro O⋯O contacts of less than 2.70 Å in the crystallographic literature.
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spelling pubmed-29796832010-12-30 (E)-1-(2,4-Dinitro­phen­yl)-2-pentyl­idenehydrazine Neunfeldt, Patrícia D. Duval, Auri R. Cunico, Wilson Wardell, Solange M. S. V. Tiekink, Edward R. T. Wardell, James L. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(11)H(14)N(4)O(4), is essentially planar with an r.m.s. deviation for the 19 non-H atoms of 0.152 Å. The conformation about the C=N bond is E, and the mol­ecule has a U-shape as the butyl group folds over towards the aromatic system. An intra­molecular C—H⋯N inter­action occurs. The crystal packing is dominated by N—H⋯O hydrogen bonding and C—H⋯O contacts, leading to twisted zigzag supra­molecular chains along the c direction. The crystal packing brings two nitro O atoms into an unusually close proximity of 2.686 (4) Å. While the nature of this inter­action is not obvious, there are several precendents for such short nitro–nitro O⋯O contacts of less than 2.70 Å in the crystallographic literature. International Union of Crystallography 2010-01-30 /pmc/articles/PMC2979683/ /pubmed/21579891 http://dx.doi.org/10.1107/S1600536810002102 Text en © Neunfeldt et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Neunfeldt, Patrícia D.
Duval, Auri R.
Cunico, Wilson
Wardell, Solange M. S. V.
Tiekink, Edward R. T.
Wardell, James L.
(E)-1-(2,4-Dinitro­phen­yl)-2-pentyl­idenehydrazine
title (E)-1-(2,4-Dinitro­phen­yl)-2-pentyl­idenehydrazine
title_full (E)-1-(2,4-Dinitro­phen­yl)-2-pentyl­idenehydrazine
title_fullStr (E)-1-(2,4-Dinitro­phen­yl)-2-pentyl­idenehydrazine
title_full_unstemmed (E)-1-(2,4-Dinitro­phen­yl)-2-pentyl­idenehydrazine
title_short (E)-1-(2,4-Dinitro­phen­yl)-2-pentyl­idenehydrazine
title_sort (e)-1-(2,4-dinitro­phen­yl)-2-pentyl­idenehydrazine
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979683/
https://www.ncbi.nlm.nih.gov/pubmed/21579891
http://dx.doi.org/10.1107/S1600536810002102
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